HCID 178490509, compound → HCID 178490511, compound

HRID 2225548Notes

Reaction equation

HRID 2225548 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([C@H:19]1[CH2:24][CH2:23][C@@H:22]([CH3:25])[CH2:21][CH2:20]1)[C:6](=[O:18])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([O:16][CH3:17])[CH:10]=1>CO.[C].[Pd]>[CH3:26][N:2]([CH3:1])[CH2:3][CH2:4][N:5]([C@H:19]1[CH2:24][CH2:23][C@@H:22]([CH3:25])[CH2:21][CH2:20]1)[C:6](=[O:18])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([O:16][CH3:17])[CH:10]=1

Participants

4

Reactant 1

HCID 178490509HCID 178490509, compound

Product 1

HCID 178490511HCID 178490511, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Using a solution of 1 g of N-(2-dimethylaminoethyl)-N-(cis-4-methylcyclohexyl)-4-hydroxy-3-methoxycinnamamide (Example 111) in 60 ml of methanol, and 0.05 g of 10% palladium-carbon, a reaction similar to that conducted in Example 76 was carried out. As a result, 0.91 g of N-(2-dimethylaminoethyl)-N-(cis-4-methylcyclohexyl)-3-(4-hydroxy-3-methoxyphenyl)propionamide (a compound of the present invention) was obtained as a colorless oil, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-7befdfd132924a2aa4dc697ab898de5c
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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